CN114749210B - Preparation method and application of catalyst of room temperature end-capped 107 glue - Google Patents
Preparation method and application of catalyst of room temperature end-capped 107 glue Download PDFInfo
- Publication number
- CN114749210B CN114749210B CN202210430300.8A CN202210430300A CN114749210B CN 114749210 B CN114749210 B CN 114749210B CN 202210430300 A CN202210430300 A CN 202210430300A CN 114749210 B CN114749210 B CN 114749210B
- Authority
- CN
- China
- Prior art keywords
- catalyst
- glue
- capped
- room temperature
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 51
- 239000003292 glue Substances 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 238000006243 chemical reaction Methods 0.000 claims abstract description 27
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 12
- 239000005416 organic matter Substances 0.000 claims abstract description 10
- 239000007864 aqueous solution Substances 0.000 claims abstract description 9
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 239000012265 solid product Substances 0.000 claims abstract description 4
- 239000000243 solution Substances 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 17
- 229920002379 silicone rubber Polymers 0.000 claims description 15
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 239000004945 silicone rubber Substances 0.000 claims description 13
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 8
- 230000035484 reaction time Effects 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 6
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 4
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims description 4
- WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 229960004050 aminobenzoic acid Drugs 0.000 claims description 4
- ILOJFJBXXANEQW-UHFFFAOYSA-N aminooxy(phenyl)borinic acid Chemical compound NOB(O)C1=CC=CC=C1 ILOJFJBXXANEQW-UHFFFAOYSA-N 0.000 claims description 4
- 229960004909 aminosalicylic acid Drugs 0.000 claims description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 3
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 claims description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 claims 1
- 239000002994 raw material Substances 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract description 3
- 239000002210 silicon-based material Substances 0.000 abstract description 2
- -1 polydimethylsiloxane Polymers 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 230000000903 blocking effect Effects 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 239000005060 rubber Substances 0.000 description 6
- 229910000077 silane Inorganic materials 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920002545 silicone oil Polymers 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000003963 dichloro group Chemical group Cl* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- RLJWTAURUFQFJP-UHFFFAOYSA-N propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)O.CC(C)O.CC(C)O RLJWTAURUFQFJP-UHFFFAOYSA-N 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N tetraisopropyl titanate Substances CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000003679 aging effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001413 amino acids Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- AMTWCFIAVKBGOD-UHFFFAOYSA-N dioxosilane;methoxy-dimethyl-trimethylsilyloxysilane Chemical compound O=[Si]=O.CO[Si](C)(C)O[Si](C)(C)C AMTWCFIAVKBGOD-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229960005150 glycerol Drugs 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229940083037 simethicone Drugs 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0215—Sulfur-containing compounds
- B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/146—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of boron
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
- C08K2003/265—Calcium, strontium or barium carbonate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Silicon Polymers (AREA)
- Catalysts (AREA)
Abstract
The invention discloses a preparation method and application of a catalyst of room temperature end-capped 107 glue, and belongs to the technical field of organic silicon materials. The technical proposal is as follows: the preparation method of the catalyst of the room temperature end-capped 107 glue is characterized by comprising the following steps: 1) Adding phosphoric acid into water, heating, and adding organic alcohol under stirring for reaction; 2) Preparing a saturated aqueous solution of an active organic matter, and dropwise adding the saturated aqueous solution into the reaction solution in the step 1) to continue the reaction; 3) After the reaction is finished, the temperature is raised, the vacuum is reduced, and the solid product catalyst is obtained. The room-temperature-terminated 107 catalyst prepared by the invention has the advantages of simple preparation process, readily available raw materials, environmental friendliness, suitability for large-scale industrial production and wide application prospect.
Description
Technical Field
The invention relates to the technical field of organic silicon materials, in particular to a preparation method of a catalyst of room-temperature end-capped 107 glue.
Background
The dealcoholized room temperature vulcanized silicone rubber is environment-friendly due to the release of small molecular methanol or ethanol, has no corrosion to metal and no pungent smell, and is widely applied to the industries of electronics, buildings, automobiles and the like. The dealcoholized room temperature vulcanized silicone rubber is prepared by taking alpha, omega-dihydroxyl polydimethylsiloxane (also called 107 glue) as a base glue, adding a plasticizer, a cross-linking agent, a coupling agent, a filler and a catalyst for adjustment, and then stirring in vacuum. Wherein the catalyst is typically a titanate-based catalyst. However, titanate is easy to cause viscosity peak of sizing materials in the preparation process, and instrument damage and production damage can be caused when the viscosity peak is severe. The problem of viscosity peaks can be effectively solved after the alkoxy end capping of 107 silicone rubber, so the preparation process of the alkoxy end capping 107 becomes a very concerned research subject for researchers.
The alkoxy end-capping 107 mainly comprises direct end-capping of a catalyst, hydrolytic polycondensation of a monomer, and the like. For example, the invention patent (CN 104479132B) provides an alkoxy end-capped 107 glue and a preparation method thereof, wherein dimethyl dichlorosilane and 107 glue are reacted to obtain dichloro polydimethylsiloxane, after hydrogen chloride is removed, alkoxysilane and dichloro polydimethylsiloxane are reacted to obtain the alkoxy end-capped 107, a byproduct Hcl needs to be removed, and a post-treatment step is complicated. The invention patent (CN 110878142A) provides a synthesis method of alkoxy end-capped polysiloxane and the alkoxy end-capped polysiloxane, which are prepared by adding platinum catalyst into vinyl silicone oil and alkoxy hydrosilane serving as raw materials and performing hydrosilylation reaction, wherein noble metal is needed in the preparation process, and the preparation cost is high. The invention patent (CN 104231275B) provides a preparation method of alkoxy-terminated silicone oil, which comprises the steps of adding a catalyst into hydroxyl-terminated polydimethylsiloxane and alkoxy silane, heating, reacting, neutralizing, filtering, distilling under reduced pressure to obtain the alkoxy silicone oil, and after the reaction is finished, the alkoxy silicone oil is also required to be neutralized and filtered, and the process is complex and the operation is complicated. In addition, the end-capping process in the prior art needs to wait until the end-capping 107 is cooled to room temperature before being used as the base rubber of the dealcoholized room temperature vulcanized silicone rubber, so that the process flow is prolonged, and the energy consumption is increased. Thus, there is an urgent need for catalysts that can achieve end capping 107 at room temperature.
Disclosure of Invention
The invention aims to solve the technical problems that: overcomes the defects of the prior art and provides a preparation method of a catalyst of room temperature end-capped 107 glue to solve the problems.
The technical scheme of the invention is as follows:
in a first aspect, a method for preparing a catalyst for room temperature end-capped 107 glue is provided, comprising the steps of:
1) Adding phosphoric acid into water, heating, and adding organic alcohol under stirring for reaction;
2) Preparing a saturated aqueous solution of an active organic matter, and dropwise adding the saturated aqueous solution into the reaction solution in the step 1) to continue the reaction;
3) After the reaction is finished, the temperature is raised, the vacuum is reduced, and the solid product catalyst is obtained.
Preferably, the organic alcohol in step 1) is one or more of propanol, butanol, pentanol, hexanol, heptanol, octanol, ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, glycerol and pentaerythritol.
Preferably, the active organic matter in step 2) is one of aminobenzoic acid, aminobenzenesulfonic acid, aminophenylboronic acid and aminosalicylic acid, preferably aminobenzoic acid.
Preferably, the reaction temperature in step 1) is from 40 ℃ to 160 ℃; the reaction time is 0.5h-4h.
Preferably, the reaction temperature in step 1) is from 60 ℃ to 140 ℃; the reaction time is 1h-3h.
Preferably, the reaction time in step 2) is from 0.5h to 4h, preferably from 1h to 3h.
Preferably, the vacuum conditions in step 3) are-0.05 MPa-0.1 MPa, preferably-0.06 MPa-0.09 MPa.
Preferably, the phosphoric acid: active organic matter: organic alcohol: water (molar ratio) =1: (1-2): (0.5-2): (10-50).
In another aspect, the use of a catalyst in the preparation of dealcoholized vulcanized silicone rubber is disclosed.
The reaction mechanism is as follows: the acidity of phosphoric acid is reduced, and the corresponding ester is produced by the reaction of alcohols with phosphoric acid. The structural stability of the product is enhanced, the acidity of the product is further reduced, and the gelation in the end capping process is avoided. And then the phosphoric acid reacts with amino in the active organic matters to graft the active organic matters onto the phosphoric acid, and active groups (carboxyl groups, sulfonic groups and boric groups) in the organic matters are reserved. The product catalyst of the invention uses the acid group in the structure to react with the alkoxy silane end capping agent to remove methanol or ethanol and coordinate with silicon atoms of silane. The amino group in the product structure will react with the hydroxyl end group of 107 and bond it to the silicon atom of the silane, completing the capping process. In addition, the benzene ring structure in the active organic matter promotes the compatibility between the catalyst and 107 glue, enhances the activity between reactants, and avoids the defects of low catalytic activity and uneven dispersion of other types of catalysts caused by phase incompatibility.
Compared with the prior art, the invention has the following beneficial effects:
1. the catalyst capable of blocking 107 glue at room temperature, which is prepared by the invention, has the advantages of simple preparation process, easily available raw materials, environmental friendliness, suitability for large-scale industrial production and wide application prospect;
2. the catalyst capable of blocking 107 glue at room temperature, which is prepared by the invention, has excellent blocking performance for 107 glue, can realize room temperature blocking effect, and solves the technical problems of high blocking cost, high temperature requirement and the like;
3. the alkoxy end-capped 107 rubber prepared by the catalyst of the invention is used as a base rubber of dealcoholized silicone rubber, and the storage period can be prolonged to 18 months.
Drawings
FIG. 1 is an infrared spectrum of the product catalyst prepared in example 1 of the present invention.
FIG. 2 is an infrared spectrum of the modified 107 glue prepared in example 6 of the present invention.
Detailed Description
Example 1
The room temperature end-capped 107 catalyst was prepared in this example, and the specific steps were as follows:
1) Weighing 5g of phosphoric acid, adding the phosphoric acid into 20g of pure water, heating to 85 ℃, dropwise adding 6.6g of n-hexanol, and reacting for 2 hours;
2) A saturated aqueous solution of para-aminobenzoic acid (content of para-aminobenzoic acid 8.5 g) was added dropwise to the above solution and the reaction was continued for 2 hours;
3) After the reaction is finished, the temperature is raised to 120 ℃, the vacuum is pumped to-0.098 MPa, unreacted alcohol and water are removed, and a solid product catalyst is obtained, and an infrared spectrum of the catalyst is shown in figure 1.
Example 2
As described in example 1, example 2 was different from example 1 in that a saturated aqueous solution of aminosalicylic acid (aminosalicylic acid content: 7.6 g) was added in step 2), and the other reaction conditions were the same.
Example 3
As described in example 1, example 3 was different from example 1 in that a saturated aqueous solution of aminophenylboronic acid (the aminophenylboronic acid content was 6 g) was added in step 2), and the other reaction conditions were the same.
Example 4
Example 4 differs from example 1 in that 2g of 1, 3-propanediol was added in step 1) as described in example 1, all other reaction conditions being identical.
Example 5
Example 5 differs from example 1 in that the reaction temperature in step 1) is 160℃and the other reaction conditions are the same as in example 1.
Examples 6 to 10
The method for preparing the modified 107 glue by using the catalysis prepared in examples 1 to 5 is as follows:
300g of 20000 mPa.s terminal hydroxyl polydimethylsiloxane (107 glue) and 2.0g of vinyltrimethoxysilane were weighed, 0.1g of the catalyst prepared in examples 1-5 was added respectively, and the mixture was stirred at room temperature for one hour to prepare a modified 107 glue, and the modified 107 glue prepared in example 6 was subjected to infrared spectroscopic measurement, and the result is shown in FIG. 2.
Comparative example 1
300g of 20000 mPa.s terminal hydroxyl polydimethylsiloxane (107 glue) and 2.0g of vinyltrimethoxysilane were weighed and stirred at normal temperature for one hour to prepare modified 107 glue.
Examples 6-10 modified 107 gums were prepared and comparative example 1 was tested for the presence of viscosity peaks by adding tetraisopropyl titanate. Under rapid stirring, 1mL of tetraisopropyl titanate was added to 10g of modified 107 gel, and the presence of a viscosity peak was judged by observing whether or not the rapid increase in the viscosity of modified 107 gel occurred. The test results are shown in table 1,
TABLE 1
Examples | viscosity/mPa.s | Peak viscosity |
Example 6 | 18000 | Without any means for |
Example 7 | 17500 | Without any means for |
Example 8 | 18600 | Without any means for |
Example 9 | 17000 | Without any means for |
Example 10 | 17700 | Without any means for |
Comparative example 1 | 20000 | Peak |
Example 11
1000g of modified 107 glue with the viscosity of 18000 mPa.s prepared in application example 6, 800g of active nano calcium carbonate and 50g of simethicone are added into a dispersion glue making machine to obtain premix. 30g of methyltrimethoxysilane, 5g of KH-560, 10g of titanate chelate and 0.5g of organotin catalyst are added, and the mixture is vacuumized and stirred for 30 minutes to obtain the dealcoholized silicone rubber.
Comparative example 2
Comparative example 2 was different from example 11 in that 107 gums having a viscosity of 20000 mPas prepared in comparative example 1 were used, and the remaining reaction conditions were the same.
The surface dry tack-free performance of the silicone rubber after conventional (room temperature vulcanization) and aging (aging at 90 ℃ for 3 days) is tested, and the tack-free time of the single-component silicone rubber is qualified within 3 hours and within 24 hours under standard conditions (temperature (23+/-2) ℃ and relative humidity (50+/-5)) according to the GB16776-2005 test. The dealcoholized silicone rubber is stored in a rubber bottle in a sealing way, and then is aged for 3 days at 90 ℃ which is equivalent to 18 months at room temperature. The properties of the silicone rubbers prepared in example 11 and comparative example 2 are shown in table 2:
TABLE 2
As can be seen from FIG. 1, 2929cm -1 Is a characteristic peak of methylene, 1700cm -1 Characteristic absorption peak of c=o, 1277cm -1 Is the characteristic absorption peak of phosphate, 766cm -1 The formation of phosphate is further illustrated by the characteristic peak of P-O-C. 3132cm -1 Is NH 3 + Characteristic peaks, which indicate that amino acids form a coordination structure with phosphoric acid. 2658cm -1 Is a P-OH stretching vibration peak, 1495cm -1 、1528cm -1 、1604cm -1 The successful preparation of the product catalyst is verified for the characteristic absorption peak of the benzene ring after the benzene ring is substituted by amino and carboxyl.
As can be seen from FIG. 2, 2962cm -1 Characteristic absorption peak of Si-CH3, 1009cm -1 Is a characteristic absorption peak of Si-O-Si, 1412cm -1 Characteristic absorption peak of c=c, 1078cm -1 The characteristic absorption peak of-OCH 3, the hydroxyl peak is basically disappeared, which indicates that the end capping is successful.
As can be seen from Table 1, the viscosity peaks of comparative example 1 still exist, and the viscosity peaks of the thiol-removed silicone rubbers prepared in examples 6 to 10 do not exist, which indicates that the modified 107 rubbers prepared in examples 6 to 10 can be successfully capped under normal temperature conditions.
As can be seen from Table 2, example 11, which uses the modified 107 glue prepared from the catalyst of the present application, and the thiol-modified 107 glue prepared from the modified 107 glue, shows excellent surface drying and viscosity-eliminating properties under conventional conditions and after aging, whereas comparative example 2 only has surface drying and viscosity-eliminating properties under conventional conditions, and does not surface drying and viscosity-eliminating properties after aging, indicating that the catalyst of the present application can prolong the aging properties of the thiol-eliminating silicone rubber, mainly because the catalyst uses the acidic groups in the structure to react with the alkoxysilane capping agent, remove methanol or ethanol, and coordinate with the silicon atoms of the silane. The amino group in the product structure will react with the hydroxyl end group of 107 and bond it to the silicon atom of the silane, completing the capping process. In addition, the benzene ring structure in the active organic matter promotes the compatibility between the catalyst and 107 glue, enhances the activity between reactants, and avoids the defects of low catalytic activity and uneven dispersion of other types of catalysts caused by phase incompatibility.
The room-temperature-terminated 107 catalyst prepared by the invention has the advantages of simple preparation process, readily available raw materials, environmental friendliness, suitability for large-scale industrial production and wide application prospect; the catalyst capable of being blocked at room temperature, which is prepared by the invention, is excellent in blocking performance for 107 glue, can realize the blocking effect at room temperature, and solves the technical problems of high blocking cost, high temperature requirement and the like; the alkoxy end-capped 107 prepared by the catalyst of the invention is used as a base rubber of dealcoholized silicone rubber, and can prolong the storage period to 18 months.
Although the present invention has been described in detail by way of preferred embodiments with reference to the accompanying drawings, the present invention is not limited thereto. Various equivalent modifications and substitutions may be made in the embodiments of the present invention by those skilled in the art without departing from the spirit and scope of the present invention, and it is intended that all such modifications and substitutions be within the scope of the present invention/be within the scope of the present invention as defined by the appended claims. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.
Claims (10)
1. The preparation method of the catalyst of the room temperature end-capped 107 glue is characterized by comprising the following steps:
1) Adding phosphoric acid into water, heating, and adding organic alcohol under stirring for reaction;
2) Preparing a saturated aqueous solution of an active organic matter, and dropwise adding the saturated aqueous solution into the reaction solution in the step 1) to continue the reaction;
3) After the reaction is finished, heating and vacuum removing unreacted alcohol and water to obtain a solid product catalyst;
the active organic matter in the step 2) is one of aminobenzoic acid, aminobenzenesulfonic acid, aminophenylboronic acid and aminosalicylic acid;
the reaction temperature in the step 1) is 40-160 ℃; the reaction time is 0.5h-4h.
2. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the organic alcohol in the step 1) is one or more of propanol, butanol, amyl alcohol, hexanol, heptanol, octanol, ethylene glycol, propylene glycol, butanediol, pentanediol, hexanediol, glycerol and pentaerythritol.
3. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the active organic matter in the step 2) is aminobenzoic acid.
4. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the reaction temperature in the step 1) is 60-140 ℃; the reaction time is 1h-3h.
5. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the reaction time in the step 2) is 0.5h-4h.
6. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the reaction time in the step 2) is 1h-3h.
7. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the vacuum condition in the step 3) is-0.05 MPa to-0.1 MPa.
8. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: the vacuum condition in the step 3) is-0.06 MPa to-0.09 MPa.
9. The method for preparing the catalyst of room temperature end-capped 107 glue of claim 1, wherein: phosphoric acid: active organic matter: organic alcohol: the molar ratio of water is 1: (1-2): (0.5-2): (10-50).
10. The use of a catalyst prepared by the method for preparing a catalyst for room temperature end-capped 107 glue as defined in any one of claims 1-9 for preparing an alkoxy end-capped 107 glue and as a base glue for dealcoholized silicone rubber.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202210430300.8A CN114749210B (en) | 2022-04-22 | 2022-04-22 | Preparation method and application of catalyst of room temperature end-capped 107 glue |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202210430300.8A CN114749210B (en) | 2022-04-22 | 2022-04-22 | Preparation method and application of catalyst of room temperature end-capped 107 glue |
Publications (2)
Publication Number | Publication Date |
---|---|
CN114749210A CN114749210A (en) | 2022-07-15 |
CN114749210B true CN114749210B (en) | 2023-05-30 |
Family
ID=82331648
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202210430300.8A Active CN114749210B (en) | 2022-04-22 | 2022-04-22 | Preparation method and application of catalyst of room temperature end-capped 107 glue |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN114749210B (en) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103122063A (en) * | 2013-02-05 | 2013-05-29 | 中北大学 | Preparation method of poly-p-aminobenzoylamonoundecylamine |
CN105237783A (en) * | 2015-11-21 | 2016-01-13 | 唐山三友硅业有限责任公司 | Pretreatment method for base rubber of single-component dealcoholized type room temperature vulcanized silicone rubber |
CN105367743A (en) * | 2015-12-21 | 2016-03-02 | 中国科学院山西煤炭化学研究所 | Synthetic method of waterborne polyurethane emulsion |
CN107715873A (en) * | 2017-10-26 | 2018-02-23 | 湘潭大学 | A kind of preparation method and application using metal-organic framework materials as the carrier loaded La Pt base catalyst being modified |
CN110527481A (en) * | 2019-09-06 | 2019-12-03 | 安徽斯迈特新材料有限公司 | A kind of oil-resistant high-temperature silicone sealant and preparation method thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201613399D0 (en) * | 2016-08-03 | 2016-09-14 | Dow Corning | Cosmetic composition comprising silicone materials |
-
2022
- 2022-04-22 CN CN202210430300.8A patent/CN114749210B/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103122063A (en) * | 2013-02-05 | 2013-05-29 | 中北大学 | Preparation method of poly-p-aminobenzoylamonoundecylamine |
CN105237783A (en) * | 2015-11-21 | 2016-01-13 | 唐山三友硅业有限责任公司 | Pretreatment method for base rubber of single-component dealcoholized type room temperature vulcanized silicone rubber |
CN105367743A (en) * | 2015-12-21 | 2016-03-02 | 中国科学院山西煤炭化学研究所 | Synthetic method of waterborne polyurethane emulsion |
CN107715873A (en) * | 2017-10-26 | 2018-02-23 | 湘潭大学 | A kind of preparation method and application using metal-organic framework materials as the carrier loaded La Pt base catalyst being modified |
CN110527481A (en) * | 2019-09-06 | 2019-12-03 | 安徽斯迈特新材料有限公司 | A kind of oil-resistant high-temperature silicone sealant and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
CN114749210A (en) | 2022-07-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1183201C (en) | Akoxyl cross-link RTV1 silicon rubber mixture | |
KR102093273B1 (en) | Novel ethynyl-group-containing organopolysiloxane compound, method for producing straight-chain organopolysiloxane compound containing ethynyl group at both molecular chain ends, method for producing alkoxysilyl-ethynyl-group-terminated organosiloxane polymer, room-temperature-curable composition, and molded article that is cured product of same | |
KR20100059716A (en) | Room temperature curable organopolysiloxane composition | |
JPH02182728A (en) | Manufacture of diorganopolysiloxane having terminal alkoxy group | |
CN1211583A (en) | Polyorganosiloxanes with dialdoxyorganosiloxy end groups | |
CN110655049A (en) | Preparation method of phosphonitrile chloride catalyst and application of phosphonitrile chloride catalyst in preparation of alkoxy-terminated polysiloxane | |
CN1152910C (en) | Method for producing organosilicon polymer | |
CN114989764B (en) | Silane modified polyether sealant for interior decoration and preparation method and application thereof | |
US20210238361A1 (en) | Process for producing high-purity hydrosilylation products | |
CN1202506A (en) | Alkoxy crosslinked RTV1 silastic mixture | |
CN107189071B (en) | Preparation method of platinum catalyst for liquid silicone rubber | |
CN112789283A (en) | Process for preparing alkoxy-functional organohydrogensiloxane oligomers and use of said oligomers | |
CN110229338B (en) | Hyperbranched polysiloxane and preparation method and application thereof | |
CN114749210B (en) | Preparation method and application of catalyst of room temperature end-capped 107 glue | |
CN112094434B (en) | Preparation method and application of silicon-alkoxy-containing borosilicate siloxane modified white carbon black | |
CN113912851A (en) | Polyether modified organic silicon polymer and preparation method and application thereof | |
CN113956840A (en) | Dealcoholized room temperature vulcanized silicone rubber sealant and preparation method thereof | |
EP4180488A1 (en) | Two-component type room temperature fast-curing organopolysiloxane composition, cured product thereof and article | |
CN1507468A (en) | Masses which may be cross-linked to give elastomers with cleavage of alcohols from alkoxysilyl end groups | |
CN115260500B (en) | Acrylate-terminated silicone oil and preparation method thereof | |
EP1101788B1 (en) | Preparation of organoxy-terminated organopolysiloxane | |
CN113462350B (en) | Weather-resistant adhesive | |
CN113913022B (en) | Addition type silicone rubber composition with prolonged vulcanization operation time and preparation method thereof | |
CN113801626A (en) | Single-component addition type adhesive and preparation method thereof | |
US6313253B1 (en) | Basic condensation catalyst systems for siloxanes |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20231101 Address after: 262600 No. 008, Ying Long Road, Longshan hi tech Industrial Park, Linqu, Weifang, Shandong Patentee after: Shandong copolymer silicone Technology Research Institute Co.,Ltd. Address before: 272001 No.1 Xingtan Road, Qufu City, Jining City, Shandong Province Patentee before: JINING University |